Spectators with cars on display during the Cruisin' The Heartland 2021 car show in downtown Elizabethtown.

8 Small Towns in Kentucky With Big Charm

The state of Kentucky, tucked away in the upland south section of the United States, boasts a rich cultural tapestry. Kentucky is nicknamed the "Bluegrass State" thanks to the blue flowers blooming in its green areas and open land, helping it blend Southern and Midwestern influences throughout its neighborhoods. The state is infamous for its thriving bourbon industry, horse racing events, and the unbelievable beauty of the Appalachian Mountains. Kentucky's landscapes and hospitable residents help fill some of the small towns with charm. Here are some must-visit small towns in Kentucky that are bustling with big-city appeal.

Horse Cave

Wigwam Village #1, Horse Cave, Kentucky.
Wigwam Village #1, Horse Cave, Kentucky.

One small Kentucky town with unique roots and big charm is Horse Cave, with just over 2,000 people, built directly over a cave with a freshwater stream. The town created its name based on inspiration from the cave known today as Hidden River Cave. Visitors can head down into the cave itself by visiting Hidden River Cave & American Cave Museum for an hour-long guided tour that takes participants down 150 feet into the caverns. After the excursion, you can stop into the museum to learn more about the history of American cave systems. This attraction is a one-of-a-kind stop and remains one of the only museums in the US dedicated to cave systems.

For those traveling with children or with a love for animals, the Kentucky Down Under Adventure Zoo will provide a day of fun. The zoo has animal exhibits, gem mining, an outback section with kangaroos and emus, and a petting area with goats and sheep. Educational programs on the Mammoth Onyx Cave and the zoo’s woolshed program are also offered. Another must-see spot at the zoo is the Mammoth Onyx Cave, a cave with underground caverns filled with onyx formations. Horse Cave, Kentucky, is a small town that boasts natural wonders and a great opportunity to learn more about caves.

Stearns

Big South Fork Scenic Railroad station in Stearns, Kentucky. Image credit Shot Stalker via Shutterstock
Big South Fork Scenic Railroad station in Stearns, Kentucky. Image credit Shot Stalker via Shutterstock

Nature enthusiasts will love checking out Stearns, Kentucky. Stearns is a rural town that is home to roughly 1,000 residents and has a beautiful location near the Cumberland mountains. Being nestled in the heart of the Appalachian Mountains, Stearns has no shortage of areas dedicated to outdoor recreational activities. If you want to experience an incredible natural attraction without hiking too far or through rugged landscapes, the Princess Falls Trailhead should be a stop on your itinerary. This hike totals just 2 miles and takes visitors on a path with small waterfalls and formations before ending at the stunning Princess Falls waterfall. It is important to note that this trail accumulates mud at some times of the year, so be sure to choose appropriate footwear.

History enthusiasts exploring downtown Stearns can learn more about McCreary County heritage at the McCreary County Museum. This museum runs in a building dating back to 1907, once the headquarters for Stearns Coal and Lumber Company. Exhibits at the museum include photographs and artifacts that detail life in Stearns throughout time. You can also learn about the town’s railroad history on a ride with the Big South Fork Scenic Railway. This round-trip train ride takes guests on a beautiful journey through the forest along the old  Kentucky & Tennessee miners’ railway route. It’s great for adults and kids, primarily when the train becomes a Polar Express ride during the holiday season. Overall, there’s no shortage of fun and informative activities in Stearns, Kentucky.

Bardstown

Bardstown Bourbon Capital welcome sign. Editorial credit: University of College / Shutterstock.com
Bardstown Bourbon Capital welcome sign. Editorial credit: University of College / Shutterstock.com

For travelers looking for a small town with southern hospitality and delicious cocktails, Bardstown, Kentucky, known as the bourbon capital of the world, should be number one. Bardstown is one of the oldest cities in the state and maintains its reputation as a bourbon hotspot thanks to the 11 distilleries located right in the heart of the town. Anyone who wants to participate in the Kentucky Bourbon Trail will find Bardstown an excellent stop on the route, with numerous locations and attractions in the city. While making stops on the trail, travelers can also stop at the Oscar Getz Museum of Bourbon History on N. Fifth St. in Bardstown. Admission to this small museum is free and has exhibits showcasing 1,500 different types of whiskey and bourbon bottles from throughout time.

There are numerous opportunities to learn about the Bardstown roots while visiting this town, though the My Old Kentucky Home State Park remains a top attraction. This combination park and museum sits on the property of a mansion estate from the 1800s, where visitors can walk the grounds, take in the scenery, or go through a guided tour of the home owned by former United States Senator John Rowan. The Stephen Foster Story Broadway-style performance on an outdoor stage has become one of the town’s longest traditions. Viewing one of the shows is an excellent way to experience its charm firsthand.

Shelbyville

Painted horse statue located in rest stop in Shelbyville, Kentucky. Image credit MachoCoffee via Shutterstock
Painted horse statue located in rest stop in Shelbyville, Kentucky. Image credit MachoCoffee via Shutterstock.

Shelbyville is one of the most diverse small towns in central Kentucky that sits just one hour outside of cities like Lexington and Louisville. The population of Shelbyville is around 17,000 people, making this a small town with the luxuries of a larger city without the fast pace or congestion. When visiting Shelbyville, one of the best ways to experience the area's charm is to stop at The Shelby County Farmers' Market at the Shelby County Fairgrounds. This weekly event has been a town staple since 2001 and has vendors selling locally sourced produce, meats, and baked goods. If you want the full Shelbyville experience, put aside an afternoon to shop at Reclaimed on Main, a local small business with over 20,000 square feet of primitive items in the historic downtown area.

Shelbyville has attractions that suit everyone, ranging from delicious beverages at breweries and distilleries to taking in the area's beauty at one of the local parks and recreation areas. One of the most popular parks in Shelbyville is the Red Orchard Park, with over 100 acres of land visitors can use for various recreational activities like kite flying, a dog park, and hiking and horseback riding trails. The park’s land is tied to the town’s history and once belonged to Clarence Miller, who donated his farm so that people can now enjoy it year-round. 

Midway

Midway, Kentucky's picturesque Main Street, famous for its boutiques and restaurants.
Midway, Kentucky's picturesque Main Street, is famous for its boutiques and restaurants.

Midway, Kentucky, may only have around 1,700 residents, but it is big on charm and history. Midway was the first town in Kentucky to be built by a railroad company, with Lexington and Ohio Railroad Co. starting the project in 1831. The town is also known for its roots in the thoroughbred horse industry and remains home to the sector's birthplace in the city, Airdrie Stud. Today, Midway is a small shopping and dining destination in central Kentucky thanks to its close proximity to Lexington, under 30 minutes away. This town has all of the small-knit charm of a rural Kentucky town, with all the big city amenities a short drive away!

Visiting Midway means a trip to the Weisenberger Mill is in order, as this historic mill has operated on the banks of the South Elkhorn Creek since 1865. Visitors can schedule a tour through the mill or shop from over 50 items, including corn meal, grits, and specialty gift boxes. After visiting the mill, head over to the Midway Historical Marker on Main Street to see the monument, which is a testament to the town’s railroad history. Spend some time in Midway out in the fresh air; Walter Bradley Park has 28 acres of land with a dog park, walking trails, and dedicated picnic areas. 

Newport

Aerial view of Newport, Kentucky.
Caption

Newport, Kentucky, may have around 15,000 residents, but this town maintains a small-town feel that attracts tourists from all over the country. Newport sits across from downtown Cincinnati at the Ohio River and the Licking River meeting. One of the most popular tourist attractions is the Purple People Bridge, a pedestrian bridge connecting Cincinnati, Ohio, to Newport, Kentucky. Walking over the bridge gives incredible water views and allows travelers to stand in two states at once! The bridge is over 2,500 feet long and has shopping and dining options on either side of the structure.

Another popular spot for visitors to Newport, especially history fans, is the East Row Historic District. This historic neighborhood embodies all of the charm Newport has and remains one of the oldest and most affluent historic districts in the state of Kentucky. Taking a visit to these picturesque streets offers a glimpse into life in Newport, and a chance to view some classic architecture. After visiting the pedestrian bridge and the historic district, the Newport on the Levee complex has everything needed, including an aquarium and movie theater. It is the perfect location for families or individuals trying to enjoy the area.

Cumberland

Buildings on the northern side of W. Main Street (Kentucky Route 179), seen looking east from Myers Street, in downtown Cumberland, Kentucky, United States
Downtown Cumberland Main Street.

Located in Harlan County, Cumberland is a rural town in Kentucky home to under 2,000 people. This town’s rural location and mountain landscape helped it gain the reputation of the black bear capital of Kentucky and become a hub for Appalachian folklore. Visiting Cumberland provides a great opportunity to recharge in nature away from the chaos while being just a two-hour drive from bigger cities like Knoxville, Tennessee. Cumberland has ample outdoor areas to enjoy no matter the season, and Kingdom Come State Park remains a top contender for the most popular park in the area. This state park is situated at the Pine Mountain crest at 2,700 feet of elevation and offers fishing, camping, and mini golf for those who lodge on-site.

The Kingdom Come State Park is also home to log rock, a naturally formed sandstone bridge and massive rock that resembles an arch located at the end of a  moderately difficult hiking trail. This state park is known for a nature enthusiast's dream all year long, but especially during the fall season when it has some of the most stunning foliage in the area. If you want to see some of the most incredible views in the state, driving along the Little Shepherd Trail is guaranteed to impress. No matter the season, this winding scenic road has mountain views, wildlife, and unique landscapes you should see at least once.

Elizabethtown

Spectators walk in the streets with cars on display during the Cruisin' The Heartland 2021 car show in downtown Elizabethtown, Kentucky. Editorial credit: Brian Koellish / Shutterstock.com
Spectators with cars on display during the Cruisin' The Heartland 2021 car show in downtown Elizabethtown.

Elizabethtown is nestled in Hardin County and is one of the larger small towns on our list, with roughly 30,000 residents. However, don’t let the population deter you from this town, as it is often referred to as a hub for all interests, including nature and the outdoors, the arts and theater, and the town’s history and culture. Freeman Lake Park is one of these ideal destinations, as it is a one-stop location for enjoying a day at the lakeside park while also seeing historical sites like the Lincoln Heritage House and Sarah Bush Johnston Lincoln Memorial Cabin, and One-Room Schoolhouse. There are also kayaks and paddle boats for rent for those who want to get out and enjoy time on the water.

Are you a car enthusiast who can’t get enough of looking at and learning more about old automobiles? Elizabethtown is home to Swope's Cars of Yesteryear Museum, a unique attraction that has exhibits of old cars by era, running from the early 1900s to the 1960s. Visitors can see different models of vehicles from throughout time, and one of the best things about the museum is that admission is free of charge for all ages. After a fun day of learning at the museum, stop at the American Legion Park for fresh air and to get out some energy. This park has a lot of amenities for visitors, including a par-3 golf course, playground, and swimming pool, making it a great destination for travelers with young kids or pets.

Kentucky is a state that beautifully blends its small towns with the bustle of big-city life. Whether traveling to Horse Cave to head down and explore Hidden River Cave or wanting to walk through a real 1800s estate in Bardstown, these eight towns are filled with charm and guaranteed to provide a quaint getaway. For those ready to escape it all, pencil one of these destinations into your next vacation.

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